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Greece - help with islands

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I'm planning to spend about ten days in Greece this summer (June 23-July 3). I will be arriving from somewhere else in Europe, so jet lag will not be an issue. I know I want to spend a few days in Athens, and then I would like to go to two (possibly three if they are close) islands. The problem is that I am totally overwhelmed as to what islands to visit.

I have never been to Greece before, but have traveled all over the rest of Europe. I've kept putting Greece off, waiting to go with someone else, and but I'm sick of waiting so I thought I'd just go for it. I'm in my mid-20s and will be traveling alone. I love art and history (I'm getting my MA/PhD in Art History), and I'm not looking for nightlife or to party. Beaches are not important. I have no desire to rent a car. I'm not familiar with the ferries in Greece, but I would like to visit places that are easily accessible-as in, the ferry drops me off at the town and I don't have to take bus or something to another city. I realize that this means I will be dealing with more crowds/tourists, but I've accepted that and its ok. I like doing day trips, so I don't mind taking a bus or whatever for that. I hope this will not be my one and only trip to Greece.

I've read guidebooks and all of that, but I'm just really confused and overwhelmed by the choices. Obviously, I would like to see Greek ruins, but I'd also like to spend a day or two just relaxing and taking in the scenery. I'd like to spend the night in places that have ample restaurants, are lively and nice to walk around in the evening. I like good/fresh food, but nothing too expensive (over 20euro/meal). I'm more of a casual diner.

Finally, my budget. I usually stay in hostels and cheap hotels, but this trip is going to be a little treat for myself. I'd like to keep it around 100E/night for hotels, but I'll go up to 150E/night if its worth it. I hope this is reasonable, but I realize that June is near high season, so if its not just let me know. My budget for the ferries is flexible.

I don't have any flights booked for this yet either, so I'm flexible where I begin/end. If it makes a difference, I'll be flying in from BCN and out of Greece to Hamburg.

I would really like to get some good advice/ideas, so if I neglected to mention something or you need more info, please just let me know!

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